4-(Furan-2-yl)-4-oxobutanoic acid

Base Information

• Chemical Name: 4-(Furan-2-yl)-4-oxobutanoic acid
• CAS No.: 10564-00-8
• Molecular Formula: C8H8 O4
• Molecular Weight: 168.15
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID20395622
• Wikidata: Q82195803
• Mol file: 10564-00-8.mol

Synonyms:4-(furan-2-yl)-4-oxobutanoic acid;10564-00-8;4-Furan-2-yl-4-oxo-butyric acid;4-(2-furyl)-4-oxobutanoic acid;SCHEMBL7718179;DTXSID20395622;4-Furan-2-yl-4-oxobutyric acid;WVIZXFWNDLSDAW-UHFFFAOYSA-N;HMS1700P10;4-(furan-2-yl)-4-oxobutanoicacid;2-Furanbutanoic acid, .gamma.-oxo-;STK694722;AKOS000303164;SB61470;CS-0321393;FT-0678758

Chemical Property of 4-(Furan-2-yl)-4-oxobutanoic acid

Chemical Property:

• Vapor Pressure: 6.51E-06mmHg at 25°C
• Refractive Index: 1.511
• Boiling Point: 363.2°C at 760 mmHg
• Flash Point: 173.5°C
• PSA: 67.51000
• Density: 1.279g/cm³
• LogP: 1.32710
• XLogP3: 0
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Furan-2-yl-4-oxo-butyric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=COC(=C1)C(=O)CCC(=O)O

Technology Process of 4-(Furan-2-yl)-4-oxobutanoic acid

There total 9 articles about 4-(Furan-2-yl)-4-oxobutanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 57.0%

furan (110-00-9) + succinic acid anhydride (108-30-5) → 4-(furan-2-yl)-4-oxobutanoic acid (10564-00-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01965

Reference yield: 57.0%

→ 4-(furan-2-yl)-4-oxobutanoic acid (10564-00-8)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 0 ℃; for 2h;

In dichloromethane; at 0 - 20 ℃; for 5h;

Reference yield:

3-(2-Furoyl)propionsaeure-methylester (98188-16-0) → 4-(furan-2-yl)-4-oxobutanoic acid (10564-00-8)

Guidance literature:

With sodium hydroxide; In methanol; water; ethyl acetate;

upstream raw materials:

4-furan-2-yl-4-oxo-butyric acid ethyl ester

tert-butyl 3-(furan-2-yl)-3-oxopropanoate

2-(Furan-2-carbonyl)-succinic acid 1-tert-butyl ester 4-ethyl ester

3-(2-Furoyl)propionsaeure-methylester

Refernces

• 1、 Yin, Jingwei,Straub, Matthew R.,Liao, Julian D.,Birman, Vladimir B.. "Acylative Kinetic Resolution of Cyclic Hydroxamic Acids". supporting information. p. 1546 - 1549. Retrieved 2022/03/01.
• 2、 Zhao, Mengmeng,Li, Wanfang,Li, Xiaoming,Ren, Kai,Tao, Xiaoming,Xie, Xiaomin,Ayad, Tahar,Ratovelomanana-Vidal, Virginie,Zhang, Zhaowuo. "Enantioselective Ruthenium(II)/Xyl-SunPhos/Daipen-Catalyzed hydrogenation of γ-Ketoamides". . p. 6164 - 6171. Retrieved 2014/07/21.